Synthesis of 4-Alkoxyquinolines from Quinoline Reissert Compounds
摘要:
The quinoline Reissert compound (5a) was converted to 1-benzoyl-3-bromo-2-cyano-1, 2, 3, 4-tetrahydro-4-methoxyquinoline (6a) by successive treatment in methanol with bromine and aq. sodium carbonate. Hydrolysis of 6a with hydrochrolic acid gave 3-bromoquinoline (4; R = H), but that with aq. sodium hydroxide afforded 4-methoxyquinoline (7a). Reissert compounds derived from some quinoline derivatives (5) gave the corresponding 4-methoxyquinolines (7) through tetrahydroquinolines (6) in a similar way.
Compounds of Formula la, lb, or Ic, (Ia); (Ib); or (Ic), are described, where the various substituents are defined herein. The compounds can modulate a property or effect of Akt3 in vitro or in vivo, and can also be used, individually or in combination with other agents, in the prevention or treatment of a variety of conditions. Methods for synthesizing the compounds are described. Pharmaceutical compositions and methods of using these compounds or compositions, individually or in combination with other agents or compositions, in the prevention or treatment of a variety of conditions are also described.
Clemo; Perkin, Journal of the Chemical Society, 1925, vol. 127, p. 2303
作者:Clemo、Perkin
DOI:——
日期:——
Heterocyclic carboxylic acid amides as PDK1 inihibitors
申请人:Boehringer Ingelheim International GmbH
公开号:EP2560967B1
公开(公告)日:2017-12-20
[EN] HETEROCYCLIC COMPOUNDS AS ADENOSINE ANTAGONISTS<br/>[FR] COMPOSÉS HÉTÉROCYCLIQUES EN TANT QU'ANTAGONISTES DE L'ADÉNOSINE
申请人:NUVATION BIO INC
公开号:WO2020150674A1
公开(公告)日:2020-07-23
Aminopyrazine compounds as modulators of an adenosine receptor are provided. The compounds may find use as therapeutic agents for the treatment of diseases mediated through a G-protein-coupled receptor signaling pathway and may find particular use in oncology.
Synthesis of 4-Alkoxyquinolines from Quinoline Reissert Compounds
The quinoline Reissert compound (5a) was converted to 1-benzoyl-3-bromo-2-cyano-1, 2, 3, 4-tetrahydro-4-methoxyquinoline (6a) by successive treatment in methanol with bromine and aq. sodium carbonate. Hydrolysis of 6a with hydrochrolic acid gave 3-bromoquinoline (4; R = H), but that with aq. sodium hydroxide afforded 4-methoxyquinoline (7a). Reissert compounds derived from some quinoline derivatives (5) gave the corresponding 4-methoxyquinolines (7) through tetrahydroquinolines (6) in a similar way.